A monitoring system for a dual-stage, separated gas/fluid shock strut may comprise a controller and a tangible, non-transitory memory configured to communicate with the controller. The tangible, non-transitory memory may have instructions stored thereon that, in response to execution by the controller, cause the controller to perform various operations. Said operations may include determining, by the controller, a shock strut stroke at which a secondary chamber of the shock strut is activated, calculating, by the controller, a volume of oil in an oil chamber of the shock strut, calculating, by the controller, a volume of gas in a primary chamber of the shock strut, and calculating, by the controller, a volume of oil leaked into the primary chamber of the shock strut.